Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Reactant | HCID 12096562 | HCID 12096562 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 12096563 | HCID 12096563 | — |
Reaction Steps
2-((2-bromophenylmethyl)amino)-5-(4-fluorophenyl)-6-(4-pyridyl)-3-methyl-4(3H)-pyrimidinone (175 mg, 0.38 mmol) was dipersed in 2M sodium carbonate solution (12 ml) and 3-trifluromethylbenzene-boronic acid (170 mg, 0.89 mmol), toluene (12 ml) were added to the above mixture and the reaction mixture was degassed and catalyst tetrakistriphenylphosphine Pd(0) (50 mg) was added. The reaction mixture was refluxed for 16 h. The formation of the product was monitored by TLC. Then it was cooled, diluted with toluene (12 ml) and washed with water. The organic layer was dried over sodium sulfate, concentrated and the product was purified by silica gel chromatgraphy to give the title compound. MS(m/z): 531.1 C30H22F4N4O requir. 530.53; 1H-NMR(CDCl3): d 8.43 (m, 2H, pyridyl), 7.69-7.12 (m, 8H, Ph), 7.11-6.88 (m, 6H, pyridyl and Ph—CF3), 4.85 (m, 3H, CH2—Ph and NH), 3.32(N—CH3)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06420385B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-9b31bffa97034c9595b6c2494bb48010 |
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| Source note | uspto-grants-2002_07 |
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